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Design and Synthesis of a Fluorescent Probe with a Large Stokes Shift for Detecting Thiophenols and Its Application in Water Samples and Living Cells
Liu, Hua1,2,3,4; Guo, Chuanlong1,5; Guo, Shuju1,2,3; Wang, Lijun1,2,3; Shi, Dayong1,2,3,4
2019-01-02
Source PublicationMOLECULES
ISSN1420-3049
Volume24Issue:2Pages:14
Corresponding AuthorWang, Lijun(wanglijun@qdio.ac.cn) ; Shi, Dayong(shidayong@qdio.ac.cn)
AbstractA turn-on florescent probe (probe-KCP) was developed for highly selective detection of thiophenols based on a donor-excited photo-induced electron transfer mechanism. Herein, the synthesis of the probe, a chalcone derivative, through a simple straightforward combination of a carbazole-chalcone fluorophore with a 2,4-dinitrophenyl functional group. In a kinetic study of the probe-KCP for thiophenols, the probe displayed a short response time (30 min) and significant fluorescence enhancement. In selection and competition experiments, the probe-KCP exhibited excellent selectivity for thiophenols over glutathione (GSH), cysteine (Cys), sodium hydrosulfide (NaSH), and ethanethiol (C2H5SH) in addition to common anions and metal ions. Using the designed probe, we successfully monitored and quantified thiophenols, which are highly toxic. This turn-on fluorescence probe features a remarkably large Stokes shift (130 nm) and a short response time (30 min), and it is highly selective and sensitive (160-fold) in the detection of thiophenols, with marked fluorescence in the presence of thiophenols. probe-KCP responds to thiophenols with a good range of linearity (0-15 M) and a detection limit of 28 nM (R-2 = 0.9946) over other tested species mentioned including aliphatic thiols, thiophenol analogues, common anions, and metal ions. The potential applications of this carbazole-chalcone fluorescent probe was successfully used to determine of thiophenols in real water samples and living cells with good performance and low cytotoxicity. Therefore, this probe has great potential application in environment and biological samples.
Keywordfluorescent probe thiophenol water samples chalcone living cells
DOI10.3390/molecules24020375
Indexed BySCI
Language英语
Funding ProjectNational Natural Science Foundation of China[81773586] ; National Natural Science Foundation of China[81703354] ; National Natural Science Foundation of China[81600782] ; Shandong Provincial Natural Science Foundation for Distinguished Young Scholars[JQ201722] ; Key Research Program of Frontier Sciences, CAS[QYZDB-SSW-DQC014] ; Project of Discovery, Evaluation and Transformation of Active Natural Com-pounds, Strategic Biological Resources Service Network Program of Chinese Academy of Sciences[ZSTH-026] ; National Program for Support of Top-notch Young Professionals ; Taishan scholar Youth Project of Shandong province ; Key research and development project of Shandong province[2018GSF118223] ; Natural Science Foundation of Shandong Province[ZR2016DQ07]
WOS Research AreaBiochemistry & Molecular Biology ; Chemistry
WOS SubjectBiochemistry & Molecular Biology ; Chemistry, Multidisciplinary
WOS IDWOS:000457137200161
PublisherMDPI
Citation statistics
Document Type期刊论文
Identifierhttp://ir.qdio.ac.cn/handle/337002/160662
Collection实验海洋生物学重点实验室
Corresponding AuthorWang, Lijun; Shi, Dayong
Affiliation1.Chinese Acad Sci, Inst Oceanol, CAS Key Lab Expt Marine Biol, Qingdao 266071, Peoples R China
2.Qingdao Natl Lab Marine Sci & Technol, Lab Marine Drugs & Bioprod, Qingdao 266237, Peoples R China
3.Chinese Acad Sci, Ctr Ocean Mega Sci, 7 Nanhai Rd, Qingdao 266071, Peoples R China
4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
5.Qingdao Univ Sci & Technol, Dept Pharm, Coll Chem Engn, Qingdao 266042, Peoples R China
First Author AffilicationInstitute of Oceanology, Chinese Academy of Sciences
Corresponding Author AffilicationInstitute of Oceanology, Chinese Academy of Sciences
Recommended Citation
GB/T 7714
Liu, Hua,Guo, Chuanlong,Guo, Shuju,et al. Design and Synthesis of a Fluorescent Probe with a Large Stokes Shift for Detecting Thiophenols and Its Application in Water Samples and Living Cells[J]. MOLECULES,2019,24(2):14.
APA Liu, Hua,Guo, Chuanlong,Guo, Shuju,Wang, Lijun,&Shi, Dayong.(2019).Design and Synthesis of a Fluorescent Probe with a Large Stokes Shift for Detecting Thiophenols and Its Application in Water Samples and Living Cells.MOLECULES,24(2),14.
MLA Liu, Hua,et al."Design and Synthesis of a Fluorescent Probe with a Large Stokes Shift for Detecting Thiophenols and Its Application in Water Samples and Living Cells".MOLECULES 24.2(2019):14.
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